Morpholine → 2-Amino-3,5-dimorpholinopyrazine

HRID 267952

Reaction equation

HRID 267952 reaction equation
[NH2:1][C:2]1[C:7]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)=[N:6][C:5](Br)=[CH:4][N:3]=1.[NH:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1>CN(C)C=O>[NH2:1][C:2]1[C:7]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)=[N:6][C:5]([N:15]2[CH2:20][CH2:19][O:18][CH2:17][CH2:16]2)=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 167404415-Bromo-3-morpholinopyrazin-2-amine

Product 1

HCID 205289312-Amino-3,5-dimorpholinopyrazine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of the above-obtained 2-amino-3morpholino-5-bromopyrazine (0.04 mmole), morpholine (0.07 mmole) and 50 ml. of dimethylformamide are heated at 100°-140° C. for about 3 to 5 days in an atmosphere of nitrogen. The reaction mixture is cooled and evaporated to dryness at a water bath temperature of 55° C. A chloroform solution of the residue is extracted twice with 0.1M sodium hydroxide, dried over magnesium sulfate and evaporated to leave 2-amino-3,5-dimorpholinopyrazine.

Workup

  1. temperatureThe reaction mixture is cooled
  2. customevaporated to dryness at a water bath temperature of 55° C
  3. extractionA chloroform solution of the residue is extracted twice with 0.1M sodium hydroxide
  4. dry with materialdried over magnesium sulfate
  5. customevaporated

Sources & evidence

ORD record
ord-97aa9c0e180f4146a4ea11ce1feab660
Source dataset
uspto-grants-1976_03
Patent number
US03946009

Linked notes

Loading…